Events
Experiences on the Water.
Lead Beyond the Shore.
Some people come for the sailing. Some come for the coaching. Many discover they were looking for both. These experiences meet you where you are — whether you’re stepping onto a boat for the first time or stepping into a leadership role that asks more of you than you expected.
From women’s retreats to certification courses, from the Columbia River to the Greek islands, each program offers something different.
Explore the options below and see what fits.
May 27-29
2026
Women’s Leadership Escapes
You’ll step into new roles, make decisions, navigate challenges, go through life transitions — and see exactly how you show up and find your new direction.
Upcoming Retreats:
Wednesday May 27-Friday May 29
July, August and September dates soon to be published.
Summer 2026
2026
Sailing & Instruction in Portland
Learn to sail or build your skills with hands-on, practical instruction by a certified ASA Instructor. Classes are through Island Sailing School, Portland, an ASA accredited school.
May | Sept.
2027
Sailing Experiences in Greece
Travel, explore, and sail in extraordinary places—while connecting with others and yourself in a deeper way. Sailing trips in Greece.
Our Greece trips are for sailors interested in getting certified in ASA 103 and 104 or for those who want to cruise. May and September 2027.
Summer 2026
2026
Coaching and Team Retreats Year Round
One-on-one and small group coaching to strengthen how you communicate and lead. Team outings on the Columbia River, Portland, OR. Year round.
Upcoming Women’s Retreat May 2026
Are you going through a big life transition and feel a bit lost? Sometimes the most powerful thing you can do in the middle of a major life transition is step into a completely different environment.
Take the Helm is a 3-day women’s retreat on the Columbia River — where nature, sailing, and coaching create the space to connect with your inner compass again and set out a new direction.
Who is this experience for?
This is for women navigating a major life transition — a relationship that ended, a career shift, a loss, a life that needs reimagining. You don’t need to become someone different to find your way through. You just need the right space to reconnect with what’s already there.
Does this has to be a dramatic or recent transition?
No. Transitions come in many shapes and timelines. What matters is that you’re in the middle of something — and ready to slow down, reflect, and begin charting what’s next.
What makes this different from other retreats?
The environment. Being on the water strips away the noise of daily life and creates an unusually honest space. The boat, the wind, the elements demand your full presence — and in that presence, patterns become visible in a way they rarely are on land.
What can I expect to gain from it?
A reset. A clearer sense of who you are on the other side of this transition. Insight into the patterns that have been running the show — and a renewed sense of direction and meaning to bring home with you.
Is this therapy of coaching?
It’s an experiential retreat that combines sailing, nature, and professional coaching. It’s not therapy, but coaching is known for having a therapeutic effect. It goes deep, and it’s designed to move something in you.
Do I need sailing experience?
Some prior time on the water is helpful. You don’t need to be an experienced sailor — but this is not a beginner sailing course. If you’re unsure whether this is the right fit, reach out and we’ll talk it through.
Are there any physical requirements?
Sailing requires a basic level of physical mobility — moving around the deck, stepping over lines, and adjusting your position as the boat moves. This ensures your safety and that of others. If you’re unsure whether this is the right fit physically, I’m happy to have a conversation before you register.
Are you ready to embark on your own journey as a sailor?
Take the helm, chart your course and captain your journey. Sign up for a class, join us in Greece for cruising or ASA Certification, or build agency and leadership skills in one of our retreats on the Mighty Columbia River.